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Details

Stereochemistry RACEMIC
Molecular Formula C14H23NO2
Molecular Weight 237.3379
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PIROCTONE

SMILES

CC(CC1=CC(C)=CC(=O)N1O)CC(C)(C)C

InChI

InChIKey=OIQJEQLSYJSNDS-UHFFFAOYSA-N
InChI=1S/C14H23NO2/c1-10-6-12(15(17)13(16)8-10)7-11(2)9-14(3,4)5/h6,8,11,17H,7,9H2,1-5H3

HIDE SMILES / InChI

Molecular Formula C14H23NO2
Molecular Weight 237.3379
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Piroctone olamine is used in combination with other substances as a part of shampoo effectively reduced the amount of dandruff and, at the same time, provided hair conditioning advantages. Recently was shown, that piroctone olamine could induce apoptosis and possessed a significant in vivo effect against myeloma.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Nudging hair shedding by antidandruff shampoos. A comparison of 1% ketoconazole, 1% piroctone olamine and 1% zinc pyrithione formulations.
2002 Oct
Effect of residence time on the efficacy of antidandruff shampoos.
2003 Dec
Enhanced delivery of an anti-dandruff active in a shampoo vehicle.
2004
In vitro antimycotic activity and nail permeation models of a piroctone olamine (octopirox) containing transungual water soluble technology.
2005
[Determination of antidangdruff agent salicylic acid, zinc pyrithione, octopirox, climbazole and ketoconazole in shampoo by high performance liquid chromatography].
2005 Sep
In vitro investigations on the mode of action of the hydroxypyridone antimycotics rilopirox and piroctone on Candida albicans.
2006 May
Treatment of mild to moderate seborrhoeic dermatitis with MAS064D (Sebclair), a novel topical medical device: results of a pilot, randomized, double-blind, controlled trial.
2008 Mar
The in vitro effect of a collagenolytic enzyme inhibitor on lesion development in root dentin.
2009 Apr
Allergic contact dermatitis to propyl gallate and pentylene glycol in an emollient cream.
2010 May
Patents

Patents

Sample Use Guides

shampoo
Route of Administration: Topical
In Vitro Use Guide
Curator's Comment: It was demonstrated, that piroctone olamine had a major apoptotic activity in various human and murine myeloma and lymphoma cell lines, as well as in human primary cells.
Unknown
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:23:51 GMT 2023
Edited
by admin
on Fri Dec 15 16:23:51 GMT 2023
Record UNII
R49EFA73Q7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PIROCTONE
INN   MI   USAN   WHO-DD  
INN   USAN  
Official Name English
PIROCTONOL
Common Name English
PIROCTONE [USAN]
Common Name English
PIROCTONE [MI]
Common Name English
Piroctone [WHO-DD]
Common Name English
piroctone [INN]
Common Name English
1-HYDROXY-4-METHYL-6(2,4,4-TRIMETHYLPENTYL)-2-PYRIDONE
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C78284
Created by admin on Fri Dec 15 16:23:51 GMT 2023 , Edited by admin on Fri Dec 15 16:23:51 GMT 2023
Code System Code Type Description
FDA UNII
R49EFA73Q7
Created by admin on Fri Dec 15 16:23:51 GMT 2023 , Edited by admin on Fri Dec 15 16:23:51 GMT 2023
PRIMARY
DAILYMED
R49EFA73Q7
Created by admin on Fri Dec 15 16:23:51 GMT 2023 , Edited by admin on Fri Dec 15 16:23:51 GMT 2023
PRIMARY
PUBCHEM
50259
Created by admin on Fri Dec 15 16:23:51 GMT 2023 , Edited by admin on Fri Dec 15 16:23:51 GMT 2023
PRIMARY
CAS
50650-76-5
Created by admin on Fri Dec 15 16:23:51 GMT 2023 , Edited by admin on Fri Dec 15 16:23:51 GMT 2023
PRIMARY
INN
4808
Created by admin on Fri Dec 15 16:23:51 GMT 2023 , Edited by admin on Fri Dec 15 16:23:51 GMT 2023
PRIMARY
RXCUI
2058907
Created by admin on Fri Dec 15 16:23:51 GMT 2023 , Edited by admin on Fri Dec 15 16:23:51 GMT 2023
PRIMARY
CHEBI
59009
Created by admin on Fri Dec 15 16:23:51 GMT 2023 , Edited by admin on Fri Dec 15 16:23:51 GMT 2023
PRIMARY
EPA CompTox
DTXSID2048298
Created by admin on Fri Dec 15 16:23:51 GMT 2023 , Edited by admin on Fri Dec 15 16:23:51 GMT 2023
PRIMARY
EVMPD
SUB09927MIG
Created by admin on Fri Dec 15 16:23:51 GMT 2023 , Edited by admin on Fri Dec 15 16:23:51 GMT 2023
PRIMARY
ChEMBL
CHEMBL1473700
Created by admin on Fri Dec 15 16:23:51 GMT 2023 , Edited by admin on Fri Dec 15 16:23:51 GMT 2023
PRIMARY
DRUG CENTRAL
3479
Created by admin on Fri Dec 15 16:23:51 GMT 2023 , Edited by admin on Fri Dec 15 16:23:51 GMT 2023
PRIMARY
SMS_ID
100000081694
Created by admin on Fri Dec 15 16:23:51 GMT 2023 , Edited by admin on Fri Dec 15 16:23:51 GMT 2023
PRIMARY
NCI_THESAURUS
C66429
Created by admin on Fri Dec 15 16:23:51 GMT 2023 , Edited by admin on Fri Dec 15 16:23:51 GMT 2023
PRIMARY
MERCK INDEX
m8885
Created by admin on Fri Dec 15 16:23:51 GMT 2023 , Edited by admin on Fri Dec 15 16:23:51 GMT 2023
PRIMARY Merck Index
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SALT/SOLVATE -> PARENT
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